Frequent Miler origin story – Tim’s story | Coffee Break Ep57 | 5-27-25 | Podcast

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We’ve been gradually telling the “origin stories” of each team member in Frequent mIler. Today, we’ll talk about how Tim came to join Frequent Miler.

Frequent Miler origin story – Tim’s story

Watch the full episode below, or listen on your favorite podcast platform. You can click the timestamps below to navigate directly to a specific part of the episode within YouTube. For a transcript of this episode, click “Watch on Youtube” on the video below, then click the “…more” link in the video description. This will expand full video details. Scrolling down past the timestamps and chapters, you’ll see a “Show Transcript” button. If you’re an Apple Podcast listener, you can touch and hold a podcast episode to reveal an option to view a transcript.

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(00:42) – How did Tim get started in miles and points?

(02:02) – Around 16 or 17, Tim and his brother planned out a series of roadtrips to try to see beyond their Midwestern home.

(06:14) – To prepare for his honeymoon years later, Tim volunteered for medical research studies to raise money. His goal: take his new wife to the top 5 places she wanted to see. (New Zealand, Australia, South Africa, France, and Ireland.)

(09:00) – After all that travel, Tim and his wife ended up with a bunch of United miles. He started to learn a bit about miles when he attempted to use those United miles to fly home for the holidays.

(12:57) – Gradually, Tim started to learn more, starting with a Southwest credit card.

(14:04) – When Tim started entering the wine making industry, he started traveling more for work and had the opportunity to join an expensed trip to South Africa if he could get himself there. As a tall guy, he was motivated to figure out a way to fly business class.

(20:21) – Tim and his wife planned a trip to the Maldives, which got Tim even deeper into the hobby, especially when he sort of stumbled upon a type of mistake fare of sorts where his stay was earning points as though it were a paid stay.

(23:02) – In 2021, Tim was starting to tire of working in the wine industry and was itching for something new. His wife was helping him brainstorm his dream job and he said “I’d love to write for Frequent Miler.” About a week later, he saw the job posting for a new author at Frequent Miler.

(27:24) – Nick and Greg shares their impression of Tim’s application and interview.

(33:08) – So what does Tim get most excited about now, in the points and miles hobby?

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Music Credit – Beach Walk by Unicorn Heads

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